Oceanfront Ohana Waipouli Resort-Water Slide, Pool, Spa, Beach, Dining, ShoppingFrom $198/night · Sleeps 6
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Oceanfront Ohana Waipouli Resort-Water Slide, Pool, Spa, Beach, Dining, ShoppingFrom $198/night · Sleeps 6
*New* Beachfront Coconut Coast Base Near Kapa'aFrom $263/night · Sleeps 4
Peaceful Poipu Kai Stay, Walk to Beaches, Community Pool, Dining & Grand HyattFrom $830/night · Sleeps 8
August Sale!! Poipu Condo with Ocean & Mountain Views, Pool, Hot Tub & WiFiFrom $330/night · Sleeps 6
*NEW* Fall Deal Fairway-to-Ocean Views from This Poipu 2BRFrom $330/night · Sleeps 6
*NEW* Top-Floor Kapaa Studio with Partial Ocean and Garden ViewsFrom $185/night · Sleeps 4
August Sale!! Relaxing Kapaa Condo with WiFi, Ocean Views & Shared PoolFrom $331/night · Sleeps 4
*NEW* Oceanfront Resort Living Near Kapa'a's Beach and ShopsFrom $388/night · Sleeps 6
NEW 50 Feet from the Beach at an Oceanfront Kapaa CondoFrom $246/night · Sleeps 6
*NEW* Fall Deal North Shore Mountain Views Near Hanalei for FamiliesFrom $325/night · Sleeps 6
NEW Princeville Home with Ocean and Mountain Views Near Anini BeachFrom $490/night · Sleeps 6
*NEW* Oceanfront Pali Ke Kua Sunsets, Pool and Hideaways WalkFrom $297/night · Sleeps 4
*New* Fall Special Ground-Floor Poipu 2BR with Fairway ViewsFrom $360/night · Sleeps 6
NEW Ten Steps from Breaking Surf in PoipuFrom $379/night · Sleeps 4
NEW Poipu Ocean Views Near the Beach and Prince Kuhio GroundsFrom $149/night · Sleeps 4
*New* Mountain and Waterfall Views from a Princeville Home for EightFrom $240/night · Sleeps 8
NEW Fall Deal Ground-Floor Poipu 2BR on Kiahuna Golf CourseFrom $330/night · Sleeps 6
NEW Hanalei Bay Views from a Princeville Oceanfront CondoFrom $457/night · Sleeps 4
Beach + Golf Pili Mai Family Retreat- AC, Pool + Spa, Kitchen, WIFI, W/D, GymFrom $198/night · Sleeps 7
New Private Balcony and Beach Days on Kauai's East CoastFrom $290/night · Sleeps 4
August Sale!!! Newly Remodeled Ocean-Close Princeville HomeFrom $421/night · Sleeps 6
NEW Fall Deal A Sunlit Princeville Great Room Near Hanalei and AniniFrom $176/night · Sleeps 4
NEW Fall Sale Cool-Off Pools and Coconut Coast Days in KapaʻaFrom $217/night · Sleeps 4
New Fall Deal Top-Floor Mauna Lani Villa Near the Beach with Outdoor KitchenFrom $230/night · Sleeps 6
*NEW* Fall Sale Remodeled Kapaa 1BR with Lanai and Beach AccessFrom $148/night · Sleeps 3
New Fall Sale Breezy Two-Story Poipu Escape with Pool and Hot TubFrom $198/night · Sleeps 6
🌴 Hale Kolepa | AC | Located By Mauna Lani Golf Course 🌴From $412/night · Sleeps 6
*New* Oceanfront Princeville Condo with Bali Hai Views and LoftFrom $476/night · Sleeps 6
*NEW* Oceanfront Princeville Retreat with Pool and ACFrom $784/night · Sleeps 4
August Sale!! Wake to Coconut Coast Views in an Oceanfront Home with PoolFrom $193/night · Sleeps 4
*NEW* Princeville Ocean Views for Slow Kauai MorningsFrom $292/night · Sleeps 3
*NEW* Oceanfront Kapaa Retreat with Private Lanai and PoolFrom $308/night · Sleeps 4
*NEW* Garden-View Kapaa Studio by the Beach and PoolFrom $149/night · Sleeps 4
From $198/night
Oceanfront Ohana Waipouli Resort-Water Slide, Pool, Spa, Beach, Dining, Shopping
Kapaa, Hawaii
★★★★★ 52 reviews
Summary:Give the kids a water-slide day, then give yourself a quiet moment by the ocean. This updated 1,312-square-foot Waipouli Beach Resort condo...
From $263/night
*New* Beachfront Coconut Coast Base Near Kapa'a
Kapaa, Hawaii
★★★★★ 52 reviews
Summary:Let the sound of the surf set the pace for your Kauai days. At Wailua Bay View, this one-bedroom, one-bath beachfront condo puts up to four...
From $830/night
Peaceful Poipu Kai Stay, Walk to Beaches, Community Pool, Dining & Grand Hyatt
Koloa, Hawaii
★★★★★ 52 reviews
Welcome to Hula Blue, a peaceful 4-bedroom, 2.5-bath home tucked along the Poipu Kai Greenbelt in sunny Koloa. It’s an easy place to settle in:...
From $330/night
August Sale!! Poipu Condo with Ocean & Mountain Views, Pool, Hot Tub & WiFi
Koloa, Hawaii
★★★★★ 51 reviews
Summary:Pour a drink on the plantation-style lanai and take in the distant ocean and mountain views beyond Kiahuna Golf Course. This two-bedroom,...
From $330/night
*NEW* Fall Deal Fairway-to-Ocean Views from This Poipu 2BR
Poipu, Hawaii
★★★★★ 50 reviews
Summary:Watch the sun set across the Kiahuna Golf Club fairway toward the blue ocean, all from your furnished balcony with a drink in hand. This...
From $185/night
*NEW* Top-Floor Kapaa Studio with Partial Ocean and Garden Views
Kapaa, Hawaii
★★★★★ 49 reviews
Summary:From the top-floor lanai in the Maui Building, this Islander on the Beach studio gives you a partial ocean view, garden below, and the sound...
From $331/night
August Sale!! Relaxing Kapaa Condo with WiFi, Ocean Views & Shared Pool
Kapaa, Hawaii
★★★★★ 48 reviews
Summary:Wake up on Kauai's Royal Coconut Coast, take the short walk to the golden sand at Lae Nani Beach, and come back for a swim in the shared pool...
From $388/night
*NEW* Oceanfront Resort Living Near Kapa'a's Beach and Shops
Kapaa, Hawaii
★★★★★ 47 reviews
Summary:Start the day with sand underfoot, then decide whether the pool, a beach walk, or a slow lunch is next. This two-bedroom, three-bath Waipouli...
From $246/night
NEW 50 Feet from the Beach at an Oceanfront Kapaa Condo
Kapaa, Hawaii
★★★★★ 46 reviews
Summary:You can hear the surf from this recently remodeled oceanfront condo at Pono Kai Resort, set only 50 feet from the sandy beach in Kapaa. This...
From $325/night
*NEW* Fall Deal North Shore Mountain Views Near Hanalei for Families
Princeville, Hawaii
★★★★★ 45 reviews
Summary:Start the day with coffee on the lower lanai, looking out to Kauai's green mountains before the family heads toward Hanalei Bay. This...
From $490/night
NEW Princeville Home with Ocean and Mountain Views Near Anini Beach
Princeville, Hawaii
★★★★★ 45 reviews
Summary:Wake up with ocean, mountain, and pool views in every direction, then walk to Anini Beach before the day gets moving. This remodeled...
From $297/night
*NEW* Oceanfront Pali Ke Kua Sunsets, Pool and Hideaways Walk
Princeville, Hawaii
★★★★★ 43 reviews
Summary:End the day on an oceanfront lanai, watching the sun settle into the Pacific while the family makes plans for tomorrow's beach. This...
From $360/night
*New* Fall Special Ground-Floor Poipu 2BR with Fairway Views
Koloa, Hawaii
★★★★★ 43 reviews
Summary:Wake up near the fairway, make a real breakfast in the chef's kitchen, and be at Poipu Beach before the family has time to overthink the...
From $379/night
NEW Ten Steps from Breaking Surf in Poipu
Koloa, Hawaii
★★★★★ 43 reviews
Summary:At this Kuhio Shores home, the water's edge is about 10 steps away, so the sound and sight of breaking surf become part of every meal. The...
From $149/night
NEW Poipu Ocean Views Near the Beach and Prince Kuhio Grounds
Koloa, Hawaii
★★★★★ 42 reviews
Summary:Pour a sunset drink on the private lanai and look across Prince Kuhio's Birthplace site toward Hoai Bay from this breezy one-bedroom Poipu...
From $240/night
*New* Mountain and Waterfall Views from a Princeville Home for Eight
Princeville, Hawaii
★★★★★ 42 reviews
Summary:Watch rainbows move across Kauai’s green mountains from the wraparound lanai, then head out for a North Shore beach day at Hanalei Bay or...
From $330/night
NEW Fall Deal Ground-Floor Poipu 2BR on Kiahuna Golf Course
Koloa, Hawaii
★★★★★ 41 reviews
Summary:Coffee on the lanai overlooking Kiahuna Golf Course is a fine way to begin a Kauai day. Pili Mai 13A is a ground-floor, updated two-bedroom...
From $457/night
NEW Hanalei Bay Views from a Princeville Oceanfront Condo
Princeville, Hawaii
★★★★★ 40 reviews
Summary:Take your book and a cold drink to the lanai, where the Pacific, north end of Hanalei Bay, and Mount Makana seem to keep unfolding. This...
From $198/night
Beach + Golf Pili Mai Family Retreat- AC, Pool + Spa, Kitchen, WIFI, W/D, Gym
Poipu, Hawaii
★★★★★ 39 reviews
Summary:Give the whole group room to exhale after a day at Poipu Beach: a private balcony over the fairway, a shared outdoor pool for a quick...
From $290/night
New Private Balcony and Beach Days on Kauai's East Coast
Kapaa, Hawaii
★★★★★ 39 reviews
Summary:Pour something cold, step onto your private balcony, and let the blue water and golden sand do the talking. This one-bedroom, one-bath...
From $421/night
August Sale!!! Newly Remodeled Ocean-Close Princeville Home
Princeville, Hawaii
★★★★★ 37 reviews
Summary:Settle into a slower North Shore morning with coffee in the garden, then choose between Anini Beach and a drive into Hanalei. Ka Honu Lani is...
From $176/night
NEW Fall Deal A Sunlit Princeville Great Room Near Hanalei and Anini
Princeville, Hawaii
★★★★★ 36 reviews
Summary:Come home from a North Shore beach day to a great room full of light, then take dinner out to the wraparound deck while the palms move in the...
From $217/night
NEW Fall Sale Cool-Off Pools and Coconut Coast Days in Kapaʻa
Kapaa, Hawaii
★★★★★ 33 reviews
Summary:Let Kauai's east side set an easy pace at this bright Plantation Hale condo on the Royal Coconut Coast. Your one-bedroom retreat sleeps four,...
From $230/night
New Fall Deal Top-Floor Mauna Lani Villa Near the Beach with Outdoor Kitchen
Waimea, Hawaii
★★★★★ 33 reviews
Summary:Walk ten minutes to the sand, then come back to make lunch in an outdoor kitchen overlooking the Francis H. I'i Brown North Course. This...
From $148/night
*NEW* Fall Sale Remodeled Kapaa 1BR with Lanai and Beach Access
Kapaa, Hawaii
★★★★★ 32 reviews
Summary:Start with a slow lanai breakfast surrounded by palms, put your toes in the sand using the easy beach access, then come back to one of...
From $198/night
New Fall Sale Breezy Two-Story Poipu Escape with Pool and Hot Tub
Koloa, Hawaii
★★★★★ 32 reviews
Summary:Give your Kauai days room to unfold in this breezy two-story Makahuena condo at the island's southern edge. Two upstairs bedrooms each have...
From $412/night
🌴 Hale Kolepa | AC | Located By Mauna Lani Golf Course 🌴
Waimea, Hawaii
★★★★★ 32 reviews
Golf Course Elegance at Mauna Lani VillasDiscover refined island living in this stunning 2-bedroom, 2-bathroom villa at the coveted Mauna Lani Golf...
From $476/night
*New* Oceanfront Princeville Condo with Bali Hai Views and Loft
Princeville, Hawaii
★★★★★ 32 reviews
Summary:Watch for honu in the surf below, scan the horizon for winter whales, and take your sunset dinner out to the balcony with Bali Hai in view....
From $784/night
*NEW* Oceanfront Princeville Retreat with Pool and AC
Princeville, Hawaii
★★★★★ 32 reviews
Summary:Wake to the Pacific just beyond the lanai, then let the day choose itself: a swim in the community pool, tennis or pickleball nearby, or a...
From $193/night
August Sale!! Wake to Coconut Coast Views in an Oceanfront Home with Pool
Kapaa, Hawaii
★★★★★ 31 reviews
Summary:Wake up to the surf and watch the Coconut Coast come alive from your oceanfront perch at Wailua Bay View 115. This one-bedroom, one-bath...
From $292/night
*NEW* Princeville Ocean Views for Slow Kauai Mornings
Princeville, Hawaii
★★★★★ 31 reviews
Summary:Wake to a wide North Shore ocean view, make breakfast at home, and watch the light move across the Pacific from your furnished lanai. This...
From $308/night
*NEW* Oceanfront Kapaa Retreat with Private Lanai and Pool
Kapaa, Hawaii
★★★★★ 31 reviews
Summary:Let the sound and view of the Pacific lead the day at this upgraded one-bedroom condo at oceanfront Pono Kai Resort in Kapaa. Sleeping four,...
From $149/night
*NEW* Garden-View Kapaa Studio by the Beach and Pool
Kapaa, Hawaii
★★★★★ 30 reviews
Summary:Garden views and a furnished lanai create a quieter side of Islander on the Beach, while the shoreline is close enough for an early sunrise...